Issue 16, 2012

Highly enantioselective [4 + 2] cycloadditions of allenoates and dual activated olefins catalyzed by N-acyl aminophosphines

Abstract

An asymmetric organocatalytic [4 + 2] cycloaddition between α-substituted allenoates and dual activated olefins using bifunctional N-acyl aminophosphine catalysts is described. The use of 2-cyano acrylate derived olefins led to the first successful incorporation of an electrophile derived from an aliphatic aldehyde into this reaction.

Graphical abstract: Highly enantioselective [4 + 2] cycloadditions of allenoates and dual activated olefins catalyzed by N-acyl aminophosphines

Supplementary files

Article information

Article type
Paper
Submitted
09 Feb 2012
Accepted
23 Feb 2012
First published
14 Mar 2012

Org. Biomol. Chem., 2012,10, 3195-3201

Highly enantioselective [4 + 2] cycloadditions of allenoates and dual activated olefins catalyzed by N-acyl aminophosphines

H. Xiao, Z. Chai, D. Cao, H. Wang, J. Chen and G. Zhao, Org. Biomol. Chem., 2012, 10, 3195 DOI: 10.1039/C2OB25295C

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